Lakeside Holiday Rentals

  • Plan, book, stay with confidence
  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Lakeside

Woodland - Amazing 5,500 SF home -private pool - Hot tub-

10.0 out of 10, Exceptional, (121)
"The house was beautiful! The kids loved all the games and activities! We stayed in November, so the hot tub was a nightly activity. The kitchen had everything we needed and then some! We would love to stay again in the future!"
The price is AU$1,237
includes taxes & fees
1 Dec - 2 Dec
Woodland - Amazing 5,500 SF home -private pool - Hot tub-

Brownstone - Amazing 3,600 SF home SLEEPS 18 --Game room--HOT TUB

10.0 out of 10, Exceptional, (164)
"Celebrated a birthday. Relaxing. Amazing views. House was gorgeous! Game room was so much fun. Deck was fabulous. Hot tub was great! Highly recommend! "
The price is AU$882
includes taxes & fees
1 Dec - 2 Dec
Brownstone - Amazing 3,600 SF home SLEEPS 18 --Game room--HOT TUB

The Lighthouse - Amazing 7,000 SF Home - Private Heated Pool & Golf Course

10.0 out of 10, Exceptional, (24)
"We booked this home for our 2025 Business Planning retreat. The home was perfect and everything was even better than the photos! The game room was a great place to kick back in between meetings and the views were wonderful!! We will definitely be back!"
The price is AU$1,237
includes taxes & fees
1 Dec - 2 Dec
The Lighthouse - Amazing 7,000 SF Home - Private Heated Pool & Golf Course

Allie's - Amazing 8,000 SF Home with --Private Pool--hot tub-- Sleeps 26+

10.0 out of 10, Exceptional, (181)
"Great house & amenities. "
The price is AU$1,237
includes taxes & fees
3 Dec - 4 Dec
Allie's - Amazing 8,000 SF Home with --Private Pool--hot tub-- Sleeps 26+

New! Custom Home on Cove-Waterslides and Jump Deck

10.0 out of 10, Exceptional, (5)
"Beautiful, wonderful amenities, great space, comfortable, perfect furnishings, very clean!"
New! Custom Home on Cove-Waterslides and Jump Deck

Terrific Lake View! Totally Updated! All Bedrooms w lake view! Boat Rentals.

9.4 out of 10, Exceptional, (138)
"My girl friend and I had a great weekend at Randy’s house. Highly recommend it. "
The price is AU$701
includes taxes & fees
1 Dec - 2 Dec
Terrific Lake View! Totally Updated! All Bedrooms w lake view! Boat Rentals.

Point View Resort

3.0 star property
9.8 out of 10, Exceptional, (108)
"Check in person was nice, walked us to our cabin. Cabin is a little worn out but ok. The humidity inside was pretty bad. Carpeting could use replaced. Kind of musty. The view is great, the resort seems good for kids and families as there are playgrounds and little sandy swimming beaches. Beds are soft. Shower is small, not great for larger people. Definitely not a couples shower. "
The price is AU$269
includes taxes & fees
29 Nov - 30 Nov
Point View Resort

Lake Breeze Resort

3.0 star property
9.4 out of 10, Exceptional, (287)
"The condo was nice with lake view. Great location and games in the club house "
The price is AU$237
includes taxes & fees
1 Dec - 2 Dec
Lake Breeze Resort

Captain Ron's No-Wake Cove. Deck & terrific views! Shoot Out dates open

9.4 out of 10, Exceptional, (179)
"Place was roomy and clean. Great views of the lake and had a great time."
The price is AU$573
includes taxes & fees
1 Dec - 2 Dec
Captain Ron's No-Wake Cove. Deck & terrific views! Shoot Out dates open

Country Cottage, near HaHa Tonka Park, Free Kayaks & Outdoor Pavilion Game room

10.0 out of 10, Exceptional, (308)
"We took a long weekend to getaway from the world . The cabin was perfect for us, very quiet and peaceful. We saw deer and had a great view of the lake. The fire pit was awesome and so relaxing! Everything was great."
Country Cottage, near HaHa Tonka Park, Free Kayaks & Outdoor Pavilion Game room

Closest Unit at Breakwater Bay to Pool and Lakefront. Great views! Free Wi-Fi

9.8 out of 10, Exceptional, (245)
"Very nice condo, fully equipped with a beautiful view."
Closest Unit at Breakwater Bay to Pool and Lakefront. Great views! Free Wi-Fi

99 night!Winter Special!Lake Front! Featured on “HGTV"Private dock,GasFire🔥pit!

9.8 out of 10, Exceptional, (196)
"Very pleasent!"
99 night!Winter Special!Lake Front! Featured on “HGTV"Private dock,GasFire🔥pit!

Treetop villa with panoramic view

9.8 out of 10, Exceptional, (12)
"Overall it was a nice stay, close to the water and the property was clean. It is a little dated but did not affect are stay at all. Very Satisfied"
Treetop villa with panoramic view

Spectacular 6 bedroom home with open floor plan on deep quiet water

9.8 out of 10, Exceptional, (102)
"The propert was beautiful. Theparkinll The parking had mich to be desired. P"
Spectacular 6 bedroom home with open floor plan on deep quiet water

🦃Together for the Holidays: A Place for Thankfulness & Togetherness🍂

9.8 out of 10, Exceptional, (168)
"Connie is amazing! We needed to reschedule our dates and she got back to me in a timely manner, as well as changed our dates with no issues. This is our 2nd time staying at this house for our staff retreat and it was truly amazing. The house is absolutely beautiful and cozy. Plus great outdoor views! You definitely won't be disappointed with staying here. The only thing that I would add is to maybe put some lighting at the end of the driveway since it's a little hard to see at nighttime and a...
The price is AU$2,247
includes taxes & fees
1 Dec - 2 Dec
🦃Together for the Holidays: A Place for Thankfulness & Togetherness🍂

UNIT 75 - TREELOFT 3 BEDROOM VILLA

UNIT 75 - TREELOFT 3 BEDROOM VILLA

SALE!-2bd/2bth,waterfront,amazing pool on point,hot tub,gated community

9.6 out of 10, Exceptional, (148)
"Property as advertised, great location, great pool."
SALE!-2bd/2bth,waterfront,amazing pool on point,hot tub,gated community

PRIVATE POOL *MAY 1 - OCT 1*, PRIVATE Dock, Osage Beach, Near Margaritaville

10.0 out of 10, Exceptional, (97)
"A wonderful and impressive property, the nicest that we have ever stayed at. My wife and I were very happy that we booked our family get together here. We enjoyed watching our grandchildren and playing in the nice pool, while our adult kids got to see each other and have fun. They rented a waverunner for the day and a pontoon boat, which worked great with the available dock. Lots of space for 3 families. The appliances and grill are also tops. I don't normally go on about reviews, but can't...
PRIVATE POOL *MAY 1 - OCT 1*, PRIVATE Dock, Osage Beach, Near Margaritaville

BEAUTIFUL Updated Condo ON THE WATER!Lake main channel & pool views!! Boat Slip!

9.8 out of 10, Exceptional, (43)
"It is a very nice and clean place to stay, with a beautiful view. "
The price is AU$264
includes taxes & fees
30 Nov - 1 Dec
BEAUTIFUL Updated Condo ON THE WATER!Lake main channel & pool views!! Boat Slip!

Stunning Updated 5 Bedroom/5 bath Margaritaville Resort Lake Front View Home!

9.0 out of 10, Wonderful, (120)
"Great time great views"
The price is AU$1,130
includes taxes & fees
1 Dec - 2 Dec
Stunning Updated 5 Bedroom/5 bath Margaritaville Resort Lake Front View Home!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Don't see what you're looking for?
See all available properties in Lakeside
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Lakeside you may be interested in

Lodge Of Four Seasons Golf Resort, Marina & Spa

4.0 star property
7.2 out of 10, Good, (1024)
"Checking was easy and Char was the best"
The price is AU$161
includes taxes & fees
1 Dec - 2 Dec
Lodge Of Four Seasons Golf Resort, Marina & Spa

The Resort at Lake of the Ozarks

3.0 star property
8.2 out of 10, Very good, (338)
"Nice close to everything and has a bar area where bands play...theyll even give u a golf cart ride back to your hotel..."
The price is AU$165
includes taxes & fees
1 Dec - 2 Dec
The Resort at Lake of the Ozarks

Margaritaville Lake Resort Lake of the Ozarks

3.0 star property
8.2 out of 10, Very good, (1011)
"Best"
The price is AU$232
includes taxes & fees
10 Dec - 11 Dec
Margaritaville Lake Resort Lake of the Ozarks
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Are there holiday rentals in Lakeside?

Yes, there are holiday rentals close to the most popular sights in Lakeside, or you can select a more secluded option if you're looking for a relaxing stay. Lakeside is known for its lake views.

What are some of the best holiday rentals that Lakeside has to offer?

Woodland - Amazing 5,500 SF home -private pool - Hot tub-: This holiday home rental outside of Lakeside is located on a lake, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

What’s there to see and do in Lakeside?

Lake of the Ozarks and Horseshoebend are a couple of lovely local spots to get outside and enjoy nature. Lake of the Ozarks and Bagnell Dam Viewpoint and Bagnell Dam are other places to visit while you're in town.

What’s a holiday rental in Lakeside like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Lakeside. Holiday rentals feature extras such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of safety away from shared hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive option for small groups.